Downtown Bridgeport Vacation Packages
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Top Holiday Package Deals in Downtown Bridgeport
Price found within the past 48 hours. Click for updated prices.
Microtel Inn & Suites by Wyndham Uncasville Casino Area
Price was CA $1,179, price is now CA $1,105 per person
CA $1,105
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
8.8/10 Excellent! (1,737 reviews)
Clean and close to casino
Reviewed on Aug. 24, 2025
The Bevin House Bed & Breakfast
Price was CA $1,314, price is now CA $1,178 per person
CA $1,178
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
9.6/10 Exceptional! (78 reviews)
The staff was super friendly and welcoming. The house was beautiful and the grounds full of things to explore. The breakfast was presently with panache and tasted great. We swam in the pool, ate at local restaurants, pet a turkey, and visited the local winery. I would highly recommend this establishment.
Reviewed on Aug. 8, 2025
James Pharmacy Bed & Breakfast
Old Saybrook Center
Price was CA $1,446, price is now CA $1,326 per person
CA $1,326
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
9.4/10 Exceptional! (16 reviews)
We loved the convenient location and beautiful historic building, but we were very disappointed in the level of cleanliness (a layer of dust on shelves and fireplace, cobwebs under furniture). There were some other issues (loose shower head, broken coffee maker). There's no one on site to address in person. It's a lovely place, but needs some attention. For the price, it should be better! :(
Reviewed on May 1, 2025
Saybrook Point Resort & Marina
Old Saybrook Center
Price was CA $1,990, price is now CA $1,877 per person
CA $1,877
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
9.4/10 Exceptional! (1,004 reviews)
The people that work heere are the absolute nicest!
Reviewed on Aug. 22, 2025
Where to stay in Downtown Bridgeport
Find the best Downtown Bridgeport areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Bridgeport
West End - West Side
While West End - West Side might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Seaside Beach and Seaside Park.
Downtown Bridgeport Hotel Deals
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Bridgeport
The price is CA $194 per night from Aug 27 to Aug 28
CA $194
CA $318 total
Aug 27 - Aug 28
includes taxes & fees
10/10 Exceptional! (2 reviews)
"Great place, perfect if youre going to the amphitheater and may have a couple drinks, because the walk there and back is not bad at all. Only thing was we were wondering what the earplugs were for, and being so close to the ocean, the seagulls were obviously what they were for. All jokes aside, I ..."
Reviewed on Aug. 23, 2025
Holiday Inn Bridgeport-Trumbull-Fairfield, an IHG Hotel
1070 Main St, Bridgeport, CT
"Love this property. Walking distance to MetroNorth, and surrounded by much of what u may need. The only disappointment was that the pool was closed, but in the midst of a pandemic surge what can you do. Perfect fo a weekend getaway if you dont drive."
Reviewed on Jan. 26, 2022
Norwalk Inn & Conference Center
99 East Avenue, Norwalk, CT
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from Sep 7 to Sep 8
CA $161
CA $186 total
Sep 7 - Sep 8
includes taxes & fees
8.6/10 Excellent! (1,290 reviews)
"Super nice hotel. The staff were friendly, the rooms were so clean, we would stay there again."
Reviewed on Aug. 22, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Downtown Bridgeport
Hartford HealthCare Amphitheater
Catch an event at Hartford HealthCare Amphitheater during your trip to Bridgeport. Stroll along the beautiful beaches or attend a sporting event in the area.
Downtown Cabaret Theatre
You can enjoy a show at Downtown Cabaret Theatre during your trip to Bridgeport. Amble around this family-friendly area's beautiful beaches or attend a sporting event.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.